What to do in Shepherdstown, WV

Activities, attractions and tours

Shepherdstown showing street scenes, a small town or village and heritage elements
Shepherdstown showing street scenes, a small town or village and heritage elements
Shepherdstown showing a small town or village and heritage elements
Shepherdstown showing heritage architecture and an administrative building
Shepherdstown featuring a small town or village, street scenes and signage

Shepherdstown Attractions

Let Expedia help you to experience the best that Shepherdstown has to offer! If you’re planning a trip to Shepherdstown, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling to Shepherdstown with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

Places of interest in Shepherdstown

Shepherdstown is crammed with must-see places to visit and things to do. We can help you decide where to stay in Shepherdstown, and make it a breeze to explore Shepherdstown and the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Shepherdstown to make sure that you enjoy your holiday to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit to Shepherdstown, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights in Shepherdstown.

Shepherdstown attractions

Shepherdstown has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions in Shepherdstown to keep you entertained. Expedia makes it easy to book your flight, hotel and rental car in advance, making for hassle-free travel and freeing you up to explore the sights of Shepherdstown.

Looking for things to do in Shepherdstown can be time-consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine of Shepherdstown or catch up with the vibrant local culture, our guides to Shepherdstown attractions ensure that you’ll have a successful trip, whatever the season. Happy trails!


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What to do in Shepherdstown


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Day trip destinations from Shepherdstown

Frequently asked questions

Is Shepherdstown worth visiting?
Shepherdstown offers a unique mix of local charm, culture and attractions. Whether you're into outdoor activities, history or regional cuisine, there's plenty to enjoy here.
How do I spend a day in Shepherdstown?
Crystal Grottoes Caverns and Bolivar Heights Scenic Overlook are two excellent places to start your getaway adventures. Remember to check out the retail and dining options in Shepherdstown while you're there too.
What is the top tourist attraction in Shepherdstown?
The top tourist attraction in Shepherdstown is Harpers Ferry National Historical Park, so don't forget to add it to your sightseeing list.
Is three days enough to stay in Shepherdstown?
You can easily visit top attractions like Antietam National Battlefield, Shepherdstown Museum and Shepherdstown Opera House with a three-day break in Shepherdstown. On average, many travellers book three days here. There's plenty to discover nearby too, so stay a while longer and head to Loudoun County.
What are some activities to do in Shepherdstown with kids?
Deciding what to do in Shepherdstown with kids is easier than ever. Whether you have teenagers or toddlers, there are lots of family-friendly activities to keep everyone busy here.

What to do in Shepherdstown for adults?
There's no shortage of things to do in Shepherdstown, with experiences for adults of all ages. End the day with a visit to Big Cork Vineyards or Antietam National Cemetery.
Are there free things to do in Shepherdstown?
From relaxing in parks to strolling around exciting neighbourhoods, it's a breeze to discover free things to do in Shepherdstown. If you're stuck for ideas, ask a local tour guide for some tips. Morgan's Grove Park is a great spot for anyone wanting to save on their sightseeing activities.